verrucarin A

CHEBI:230243 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A trichothecene antibiotic which incorporates a triester macrocyclic structure and an exocyclic methylene epoxide group. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:145559 CHEBI:145559
CHEBI:25105 CHEBI:25105
CHEBI:32955 CHEBI:32955
CHEBI:38163 CHEBI:38163
CHEBI:55517 CHEBI:55517

Chemical structure

Computed structure properties
Molecular formula	C27H34O9
Charge	0
Average mass	502.56 Da
Monoisotopic mass	502.22028 Da
Source	ChEBI
InChIKey	NLUGUZJQJYVUHS-IDXDZYHTSA-N

SMILES

[H][C@@]12C=C(C)CC[C@@]13COC(=O)[C@@H](O)[C@H](C)CCOC(=O)/C=C/C=C\C(=O)O[C@@H]1C[C@@]([H])(O2)[C@@]2(CO2)[C@]13C

InChI

InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5-/t17-,18-,19-,20-,23+,25-,26-,27+/m1/s1

Also called

(4S,5R,10E,12Z,16R,16aS,17S,18R,19aR,23aR)-4-hydroxy-5,16a,21-trimethyl-4,5,6,7,16,16a,22,23-octahydro-3H,18H,19aH-spiro[16,18-methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene-17,2'-oxirane]-3,9,14-trione (EXACT_SYNONYM)— chebi
Muconomycin A (EXACT_SYNONYM)— chebi
Verrucarin A (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:1612598
cas:3148-09-2
kegg.compound:C09746
knapsack:C00003200

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:230243`	verrucarin A	`antibioticmech:chebi-92a8371d3e`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.